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Holiday Homes in Bend

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    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 211 Rentals in Bend
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (69)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 22
    (7)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Three Rivers Retreat near Sunriver1 / 22
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2018
    This is a great location to relax and escape the everyday hustle. It was great to have a big enough space to enjoy the family,cooking and playing together. The grand-kids loved...
    Reviewed 25 June 2017
    We were wowed by our initial first sight of the the condo and seeing the spectacular view of the mountains. The condo was newly renovated, immaculate, large and each bedroom...
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    About this property
    Located in beautiful Mount Bachelor Village offering spectacular views of downtown Bend & Old Mill District. This Condo House is 2.0 miles from downtown Bend and 20 miles from the slopes of Mount Bachelor Ski Resort. Nearby activities include downhill & cross-country skiing, ice skating,...
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    97702, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Private Retreat for Two!  Great Westside Location, Newly Furnished One of our newly remodeled, and beautifully furnished Bend, Oregon vacation home rentals, Galveston Studio is an upstairs apartment that is private and quiet.  Perfectly situated on the west side - a short walk to 10 Barrel,...
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    97701, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2018
    If you want privacy and roominess close to skiing and just outside Bend, this the place. Some variation in the units but same basic amenities. Updates must be on a rotation...
    Reviewed 13 September 2017
    If you're looking for a quiet and out of the mainstream place, this is it!The surroundings are amazing.There are trails for walking and a short distance from water sports.I...
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    About this property
    Located on Bend's westside, a short walk along the Deschutes to the Old Mill district and off the Cascade lakes road to Mt.Bachelor, this cozy, recently upgraded condo in Mount Bachelor Village is a convenient base for any recreation or vacation plans. Features a full kitchen with stainless steel...
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    97702, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is located in a quiet and peaceful setting, just minutes from all the great entertainment and restaurants to be found in downtown Bend. If you like great beer, you are in the right place. At last count, there were 31 micro breweries in town. Spring is a great time to be in the house....
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    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your Central Oregon getaway when you stay at this 3-bedroom, 2-bathroom vacation rental house in Bend. Up to 8 guests can spread out in almost 2,000 square feet of well-appointed living space. Take in the quiet ambiance of a mature neighborhood filled with tall pines and junipers....
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    97703, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Outlaws & Angels Horse Ranch1 / 22
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2018
    This was so awesome and we sure did have a good time. Staying here was a wise choice for we were extremely happy with everything. This is a warm and cozy place to stay for...
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    About this property
    Two bedroom, one bath apartment above a horse barn in Alfalfa. Alfalfa is Centrally located between Bend, Redmond, and Prineville. We are 20 min East of Bend, 35 min South East of Redmond and same for Prineville. Apartment has beautiful views of the Cascade Mountains as you sit on back porch on...
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    97701, Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    7th Mountain Resort in Bend, Or1 / 21
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Children's Pool
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Very comfortable lodging. The condo owner was very responsive to a small issue.The children enjoyed the pool and miniature golf.
    Reviewed 13 July 2016
    Checking in was our first Summer Time Delight. My friend loved the Iced Tea and shared one with me. And yes it was indeed the best ice tea we ever had. Made just right not too...
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    About this property
    Very clean, light and comfortable, well furnished one bedroom two full baths/shower/tub. Sleeps 4 very comfortably. Includes all utilities, wifi, basic cable, land line and use of all amenities. Fireplace ( presto log only), balcony with Deschutes Forest views and of the Paulina's. On site you...
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    Location Information
    97702, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This absolutely stunning 4 bedroom home will leave you in awe as you walk in to the high end finishes of travertine and slab granite. This home was built with the attention to detail you see in million dollar homes. You will vacation in the lap of luxury and comfort in this main floor living home...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Classic Downtown Cottage1 / 30
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2016
    This was a perfect house for our 2 families of 4. The four kids (cousins) stayed upstairs in the loft, and the 4 adults slept downstairs. The house was very clean and we...
    Reviewed 7 June 2016
    My family (me,wife,daughter,mother,sister,brother,brother's friend) all needed a place to stay for Memorial Day. We couldn't have found a better place. Big spacious rooms. Very...
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    About this property
    The Space This house is 2 bedrooms with a secluded loft. The master bedroom has a Queen sized bed, walk in closet, and a full sized bathroom. The second bedroom has a Queen sized bed and has access to the second bathroom. Both bathrooms have custom concrete counters and tiled walk in showers. The...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aspen Ridge is one of the quaintest Bend, OR vacation homes around! This tranquil 3 bedroom, 2.5 bath home located in a quiet neighborhood surrounded by Ponderosa Pines, just 2.5 miles from The Old Mill. With close neighborhood access to the Deschutes River Trail, and recent updates, Aspen Ridge is...
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    Location Information
    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stroll the River or downtown from this Condo- In the heart of Bend1 / 15
    (5)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2018
    This unit is a peaceful setting in the treetops next to the gorgeous Deschutes river park and an easy walk or bike ride to town. It is beautifully decorated and the bed and...
    Reviewed 11 November 2017
    Besides some issues w heat, this was a nice unit and very good communication with the owner! Nicely decorated and good layout. Within a mile of downtown, perfect. There was...
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    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
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    97701, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located 7.5 miles southwest of Sunriver, this home naturally provides the peace and quiet you have been longing for. You will enjoy the splendid hardwood floors and expansive living space with log accents. The spacious living room provides plenty of room for your friends and family to get cozy and...
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    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Mountain Views
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home, one of our most popular Bend, Oregon vacation home rentals, has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping a cup of freshly brewed coffee. On a clear day view the...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning 3725 sq. ft. home in Sunriver is the ideal spot for your next getaway! With a private hot tub, a gourmet kitchen, three master bedrooms, and plenty of space for a group of up to 12, you're sure to have a fun-filled time at this Sunriver Oregon house. Located on the quieter northeast...
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    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Tumalo Pines1 / 18
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2018
    We have totally enjoyed our stays at Tumalo Pines. It is peaceful and relaxing and quiet. The home is spacious, comfortable, and nicely clean. We have been there now 4 or 5...
    Reviewed 29 November 2016
    This house was beyond perfect for our 2 families (4 adults & 3 kids). It's remote but not too remote, and you feel instant serenity upon arrival. We had a blast wandering...
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    About this property
    Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a house in the middle of it!...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Sunriver vacation rental is located near the center of Sunriver, just a short walk to Fort Rock Park, or a short bike ride to the village Mall, Sunriver Marina, or the SHARC. This home includes 10 'unlimited' SHARC passes! This peaceful lodge style retreat is well appointed with all of the...
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    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    One of the nicest Bend, Oregon vacation home rentals around, you'll love this 4 Bedroom/3.5 Bath one-of-a-kind house, located in a one-of-a-kind spot! This townhome is in a gated subdivision on the Deschutes River. Take in the seasonal rituals of wildlife on the river. Spend your mornings and...
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    97701, Bend, Central Oregon
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Stay near beautiful Downtown Bend in one of the nicest Bend, Oregon vacation home rentals, the Albany House! This recently renovated cottage is a well-furnished 3 bedroom, 2 bath home, located in a charming residential neighborhood only minutes from Downtown Bend and the Old Mill District. Albany...
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    97702, Bend, Central Oregon
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Comfortable and cozy 'Mirror Pond' sits on the banks of the Deschutes River at Mirror Pond and Drake Park in the heart of downtown. It is located in one of the most picturesque locations in Bend. This home is one of few Bend, Oregon vacation rentals that has both a mountain cabin and cottage feel...
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    97701, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    The perfect Downtown Bend location! Just steps to cozy, hidden fire pits and food, live bands and brews, art and charm. Downtowner Apartment is a fantastic 1 bedroom/1 bath upstairs hideaway. Surrounded by all that downtown Bend has to offer, this loft style apartment is the perfect getaway in the...
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    97701, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    West Bend Luxury 3 BR 3 Bath Townhome - The Bluffs neighborhood of the Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Among the largest Bend, Oregon vacation rentals we offer, The Oasis is a 1,763 square-foot, luxury three-bedroom and three-bathroom townhome located in the Old Mill...
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    97702, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Mountain Views
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    About this property
    Enjoy one of the best Bend, OR vacation home rentals with outstanding mountain views!  This Bend vacation rental is located in the middle of the West side of Bend, Oregon and minutes via bike to Bend's mountain biking epicenter, the Phil's Trail Head System. Bend has been rated #1 in the country...
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    97701, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Located just 3 miles South of Sunriver Resort, this charming log cabin is located on the access canal just a few paddles in from the Deschutes River. Get away or get together at this inviting mountain retreat located approx. 4 miles Southwest of Sunriver. Experience exceptional outdoor living on...
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    97707, Bend, Central Oregon
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The space A peaceful getaway with an amazing view are only a few of the words used to describe this cozy and comfortable 1 Bedroom 1 Bath second floor condo located in the popular Seventh Mountain Resort. Sit on your own private deck and soak in the amazing mountain and forest views while watching...
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    97702, Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    As you drive towards your vacation rental on Wagon Master Way, you’ll immediately feel that this is not your ordinary Sunriver vacation. Located about 8 miles from the Village at Sunriver, you can count on being away from all of the hubbub of the busy village area, while still being able to soak up...
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    Location Information
    97707, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in style at Mt. Bachelor Village, home to some of the nicest vacation rentals in Bend, Oregon, and just a short drive or walk from Old Mill District!  This unit is great for one large family or two small families traveling together, and can be combined with our Big Eddy and Big Boulder...
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    Location Information
    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rimrock . . . open, light and bright Bend rental that will have you feeling like you are in a first class tree house. This renovated West Hills home is just minutes from everything. Views of the Paulinas from the living area and the Cascades from the upstairs master bedroom. Great room floor plan...
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    Location Information
    97703, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    One of the nicest Bend, OR vacation home rentals,Vantage Point, is located just a short 3 minute walk from the Old Mill, Deschutes River, Restaurants, Shopping, Festivals and Concerts. This elegant and peaceful home is newly decorated and comfortable for the entire family. This exquisite 1800...
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    97702, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Looking for one of the most modern Bend, Oregon vacation home rentals around? And with a convenient location near both outdoor recreation as well as the comforts of town? Urban Roundabout is a newly built, northwest contemporary home within walking distance to Newport Market, local restaurants,...
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    97702, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    One of the most conveniently-located Bend, Oregon vacation rentals on the much sought after west side, Wild Rye sits on a secluded 1 acre lot in a beautiful, private community! With easy access to all that Bend and Central Oregon has to offer, you'll find yourself minutes away from hiking and...
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    97701, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    This cute, cozy 3 bedroom/2 bath home is conveniently located with just a short drive to the Old Mill District, Bend Factory Stores, and many dining options. This house will make you feel right at home. Enjoy its open concept living space, as a place to make memories with friends and family. **This...
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    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Urban Manor is an absolutely beautiful home! Conveniently located in Mid-Town Bend, this home is just 5 minutes from downtown, Drake Park, restaurants, breweries and shopping. The exterior of the home is a chic, red barn style with large windows and a gorgeous yard. This house is 3 bed, 2.5 bath, 2...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    This 3 Bedroom, 3 Bath Mt Bachelor Village Condo features 3 master suites. Two Queen Master Suites are located on the first floor and a King Master Suite on the second floor. The King Master Suite has a private balcony with birds nest views of the river. Relax in the living room, which features a...
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    97702, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Located in the exclusive Broken Top Club, Villa #5 is a convenient, yet luxurious, location on Bend's Westside. This two-bedroom condo features two King Master Bedrooms, a hot tub on the large deck and a gas fireplace. Villa #5 is only minutes from shopping and dining in both Downtown Bend and the...
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    97702, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Stunning, brand-new, luxury vacation home nestled in the trees, on Bend's west side, minutes from Mt. Bachelor, mountain lakes, and trails. This 5 bedroom/4 bath home is the perfect spot to get away from it all while still being minutes from all the beauty and recreation Central Oregon has to...
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    97702, Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cumberland is one of the most perfect Bend Oregon rentals to vacation in! This updated 3 bedroom, 2 bath home is located right in the heart of Northwest Bend - a family friendly neighborhood! Walking distance to breweries, restaurants, shopping, and more! This is the perfect house to come to after...
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    97703, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bunk+Brew Historic Lucas House1 / 34
    (2)Excellent
    7 Bedrooms, 2 Bathrooms, Sleeps 28 Quick View
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    Reviewed 14 March 2017
    From the moment you walk in, Bunk + Brew lives up to its name! Whoever checks you in, Frankie or Jay, immediately gives you a tour of the wonderful historic building and offers...
    Reviewed 23 January 2017
    This place was awesome! The owners were super friendly and knowledgeable about activities to do in Bend. The house was cozy and clean. It was 1/4 mile from downtown and 35...
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    About this property
    The Bunk+Brew Historic Lucas House is the newest and ONLY affordable destination for the adventure traveler in downtown Bend, Oregon. 2.5 blocks from the Bend Ale Trail, the Lucas House (1910) is also Bend’s first and oldest brick building. Book a room (or bunk), grab a free check-in beer, and...
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    97703, Bend, Central Oregon
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 28
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    1 Cinder Lane is one of our many beautiful and peaceful Sunriver vacation rentals. This home is perfect to make memories with your friends and family for your next vacation. It is located across the street from the National Forest, where you can enjoy the wildlife that Sunriver has to offer, along...
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    Location Information
    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Relax in front of the stone, wood-burning fireplace on a chilly evening, and enjoy the spacious open living, dining and kitchen area. This four-bedroom home has all the comforts you are looking for, and plenty of space for couples or a family to share. There is seating for six at the heavy, wooden...
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    97701, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    This elegant Tudor, one of the nicest Bend luxury vacation rentals we offer, is located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, and is an easy walk to downtown, where you'll find lots of choices for dining, shopping and entertainment. Drake Park Villa is a...
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    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    One of the coolest bend rentals to vacation in, Hill Top is a deluxe four-bedroom home on the south side of Awbrey Butte, on Bend's west side. Located in a quiet hillside neighborhood about ten blocks from Downtown Bend, it is within walking distance or a short bike ride to the Deschutes River at...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    8 Deschutes Lane is located just a quiet .75 mile walk or bike ride from the the Sunriver Village. Nestled in the quiet south end of Sunriver, just steps from the Deschutes River, is your cozy Sunriver Retreat. If you love Kayaking, SUP, or just floating the river, you will love this location at...
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    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    This home has been remodeled and nicely furnished. It is ready for your relaxing adventure in Bend. Over-stuffed couches frame the living room in comfort and style. The extra large dining room is perfect for socializing and family style meals. The country kitchen is well appointed. An extra...
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    97701, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Throughout the home you will find gorgeous wood and tile work. The vaulted ceilings and soaring windows provide natural light. Enjoy your down time on the paver patio with a gas fireplace and admire the beauty Central Oregon has to offer. Mt Majestic is one of the most beautiful, spacious Bend,...
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    97701, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    3 Blue Grouse is easily one of the most beautiful vacation rentals in Sunriver, Oregon we offer. This lovely log home is 2600 sq. ft and has 5 bedrooms, 3 beautifully remodeled baths, and a family room with game table. The home has A/C. The living and dining areas feature vaulted wood tongue and...
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    97707, Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Come relax in 2582 square feet after a long day on the bike trails, slopes or tubes, or sit by the gas fireplace with your favorite libation! Upstairs there are 4 bedrooms: Two Master King Suites, a bedroom with a set of bunks and a spare twin as well as an additional queen bedroom. The kitchen is...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Surrounded by National Forest, you can't get any closer to Mt. Bachelor, golf, and the Deschutes River! Our luxury three-bedroom/three-bathroom + loft (2500 square foot) townhome sleeps up to eight adults comfortably. Each bedroom has an attached bath with master bedrooms on the first and second...
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    97702, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    1
    Bend Holiday Rentals

    Surrounded by the stunning snowcapped peaks of the Cascade Mountains and the largest juniper forest in the western U.S., Bend is an outdoor recreation enthusiast’s paradise. Known for its cycling, hiking, kayaking, fishing and golfing, Bend, in the central part of the state, gets your adrenaline flowing in a variety of ways.

    Following a full day of intense activities, you’ll need a comfortable place to relax and recharge. Consider a spacious holiday rental where you can spread out and prepare your own meals rather than small hotel room. Whether you want to stay near downtown, in the Old Mill District, or near the Mt Bachelor ski resort, we have lots of villas, multi-bedroom homes, cabins, condos and other choices that are a better value than a hotel.

    Bend attractions and activities

    Bend is a phenomenal outdoor environment to leave the computers and televisions behind for a few hours or days. Family activities abound starting with the Lava Lands Visitors Center, about 15 minutes from downtown, where you’ll see the Lava Butte, a 7,000-year-old cinder cone lava formation that rises 500 feet. For thrill seekers, raft or kayak the white waters of the Deschutes River, take a panoramic chairlift ride up Mt. Bachelor, hike along Tumalo Creek or fish for trout at a well-stocked pond at Shevlin Park.

    Golfers have ten picturesque and challenging golf courses to play in the Bend area, including the Jack Nicklaus designed Pronghorn Golf Club, Crosswater at Sunriver Resort, a Bob Cupp design, and the affordable, family-owned Aspen Lakes Golf Club, where you’ll find lots of local residents.

    Downtown Bend is brimming with shops, galleries, restaurants, microbreweries and bars, which will enhance your visit to this former logging town.

    Holiday rentals for families

    From rustic cabins and cozy cottages to amenity-loaded condos and holiday homes with high-speed Internet, swimming pools, fireplaces and hot tubs, we can provide you with an extensive list of options in Bend. A great money-saving feature in all holiday rentals is the fully equipped kitchen, which allows you to provide delicious meals and snacks for your family instead of dining at pricey restaurants that’ll quickly destroy your budget.

    Deals on Bend holiday rentals

    When you visit Bend, your goal is to free your mind in the wondrous natural surroundings and the last thing you want to do is anguish about how much you paid for a cramped hotel room. Holiday rentals are a great value and we have special deals and discounts on a wide variety of properties in different areas of Bend in every price range.

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